Preparation methods of 2,5-furandicarboxylic acid and 2,5-furanyl polyester

A technology of furandicarboxylic acid and furoic acid, which is applied in the production of organic chemistry and bulk chemicals, can solve the problems of high cost, low reaction yield, and occupation of food resources, and achieve high yield, low raw material cost, and low price Effect

Inactive Publication Date: 2018-12-14
芜湖万隆新材料有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the relatively mature preparation method of 2,5-furandicarboxylic acid uses 5-hydroxymethylfurfural (HMF) as the starting material, but HMF is unstable, difficult to store, easy to decompose or polymerize, and has cytotoxicity. Moreover, HMF is generally made from glucose or fructose, which occupies food resources and is still far away from industrial production.
The traditional method for preparing FDCA from furfural generally first oxidizes furfural to furoic acid, and then prepa

Method used

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preparation example Construction

[0030] The invention provides a kind of preparation method of 2,5-furandicarboxylic acid, comprising:

[0031] A) using non-grain biomass as raw material to prepare furfural;

[0032] B) furfural is oxidized to obtain furoic acid;

[0033] C) addition reaction of furoic acid and carbon dioxide under the action of a catalyst to obtain 2,5-furandicarboxylic acid;

[0034] Described catalyst is potassium carbonate, sodium oxalate, sodium nitrate, potassium nitrate, sodium nitrite, potassium nitrite, potassium acetate, sodium acetate, potassium formate, sodium formate, sodium bicarbonate, potassium bicarbonate, sodium hydroxide and potassium hydroxide one or more of.

[0035] The invention uses non-grain biomass as raw material to prepare furfural.

[0036] The non-food biomass in the present invention includes but not limited to one or more of corncobs, straw, bagasse or bamboo.

[0037] The present invention does not limit to the concrete preparation method of furfural, spec...

Embodiment 1

[0081] (1) Preparation of furfural: 200 grams of corn cobs (with a particle size of 2.0 cm 3 ) and sulfonated activated carbon were added to the reactor according to the mass ratio of 5:1, then 400ml of distilled water was added, added to 180°C, pressurized to 0.5Mpa, reacted for 4h, cooled to room temperature, and separated the organic phase and the aqueous phase with a separatory funnel , the conversion rate of furfural after rectification is 67%.

[0082] (2) preparation of furoic acid: the sodium hydroxide of 40 grams is made into the aqueous solution of 40ml2.5% and the aqueous solution of 75ml40%, the aqueous sodium hydroxide solution of 40ml2.5% and 20g nano-copper oxide are placed in the reactor, Heat up to 60°C, stir, and add 96 grams of furfural and 75 ml of 40% sodium hydroxide aqueous solution dropwise at the same time. After the dropwise addition, continue the reaction for 30 minutes. The product is acidified with hydrochloric acid, filtered and washed to obtain f...

Embodiment 2

[0085] (1) Preparation of bran: add 200 grams of straw (with a particle size of 1.0cm3) and sulfonated activated carbon into the reactor at a mass ratio of 3:1, then add 400ml of distilled water, add to 170°C, pressurize to 1.0Mpa, React for 2 hours, cool to room temperature, separate the organic phase and the water phase with a separatory funnel, and the conversion rate of furfural after rectification is 54%.

[0086] (2) preparation of furoic acid: the potassium hydroxide of 40 grams is made into the aqueous solution of 40ml2.5% and the aqueous solution of 75ml40%, the potassium hydroxide aqueous solution of 40ml2.5% and 25g nano-copper oxide are placed in the reactor, Heat up to 60°C, stir, and add 96 g of furfural and 75 ml of 40% potassium hydroxide aqueous solution dropwise at the same time. After the dropwise addition, continue the reaction for 15 minutes. The product is acidified with hydrochloric acid, filtered and washed to obtain furoic acid with a yield of 95%.

[...

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Abstract

The invention provides a preparation method of 2,5-furandicarboxylic acid. The preparation method comprises the following steps: A), with non-grain biomass as a raw material, preparing furfural; B), oxidizing the furfural to obtain furoic acid; C), performing an addition reaction on the furoic acid and carbon dioxide under the action of a catalyst to obtain the 2,5-furandicarboxylic acid, whereinthe catalyst is one or more of potassium carbonate, sodium oxalate, sodium nitrate, potassium nitrate, sodium nitrite, potassium nitrite, potassium acetate, sodium acetate, potassium formate, sodium formate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium hydroxide and potassium hydroxide. The furfural is prepared from the non-grain biomass as the raw material, so that the raw material cost is low; the furoic acid reacts with the carbon dioxide under the action of the specific catalyst to obtain the 2,5-furandicarboxylic acid; the catalyst is low in price; the used carbon dioxide is environment-friendly; by the preparation method, the yield is high.

Description

technical field [0001] The invention relates to the technical field of organic synthesis and polymer synthesis, in particular to a preparation method of 2,5-furandicarboxylic acid and 2,5-furyl polyester. Background technique [0002] 2,5-furandicarboxylic acid (FDCA), a member of the furan family, is abundant in sources and similar in structure to terephthalic acid (PTA), and is considered by academia and industry as a new type of renewable resource-based Diacid monomers and substitutes for terephthalic acid; considered by the U.S. Department of Energy as one of the 12 important chemicals for establishing a green chemical industry, and dubbed as one of the "sleeping giants" by DuPont and Dimans ; According to reports, the human body can produce 3-5mgFDCA every day. It can be polymerized with diols of different chain lengths and structures to obtain different 2,5-furandicarboxylic acid-based polyesters, such as polyethylene 2,5-furandicarboxylate (PEF), poly 2,5-furan 1,3-...

Claims

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Application Information

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IPC IPC(8): C07D307/68C08G63/78C08G63/672
CPCC07D307/68C08G63/672C08G63/78Y02P20/54
Inventor 周光远姜敏张强王瑞
Owner 芜湖万隆新材料有限公司
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